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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-13 17:11:47 UTC
Update Date2019-11-12 17:21:11 UTC
HMDB IDHMDB0127872
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-(2,3-dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olate
Description2-(2,3-dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2h-1-benzopyran-7-olate is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-5-sulfino-3,4-dihydro-2h-1-benzopyran-7-olate. It is generated by cyp2c9 and cyp2c19 enzymes via a hydroxylation-of-benzene-ortho-to-edg reaction. This hydroxylation-of-benzene-ortho-to-edg occurs in humans.
Structure
Data?1563875316
Synonyms
ValueSource
2-(2,3-Dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olic acidGenerator
2-(2,3-Dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulphino-3,4-dihydro-2H-1-benzopyran-7-olateGenerator
2-(2,3-Dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulphino-3,4-dihydro-2H-1-benzopyran-7-olic acidGenerator
Chemical FormulaC16H16O8S
Average Molecular Weight368.36
Monoisotopic Molecular Weight368.056588649
IUPAC Name2-(2,3-dihydroxy-4-methoxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-5-sulfinic acid
Traditional Name2-(2,3-dihydroxy-4-methoxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-5-sulfinic acid
CAS Registry NumberNot Available
SMILES
COC1=C(O)C(O)=C(C=C1)C1OC2=C(CC1O)C(=CC(O)=C2)S(O)=O
InChI Identifier
InChI=1S/C16H16O8S/c1-23-11-3-2-8(14(19)15(11)20)16-10(18)6-9-12(24-16)4-7(17)5-13(9)25(21)22/h2-5,10,16-20H,6H2,1H3,(H,21,22)
InChI KeyZDXDQLRVIUFBSO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent4'-O-methylated flavonoids
Alternative Parents
Substituents
  • 4p-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Flavan-3-ol
  • Flavan
  • Methoxyphenol
  • Benzopyran
  • Chromane
  • 1-benzopyran
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • Catechol
  • Anisole
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Sulfinic acid
  • Secondary alcohol
  • Sulfinic acid derivative
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.53ALOGPS
logP0.9ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)0.87ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity89.63 m³·mol⁻¹ChemAxon
Polarizability35.06 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0609000000-23c182b6b136cbe66f1dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ri-0902000000-636633bb7677e6c55a7cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-3900000000-6378510291835d68db8fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0209000000-475dfb2075e0f2954d3bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2916000000-565b57521897305b8e25JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-7900000000-c2794a2051c42c3a9a0fJSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131834224
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Enzymes

General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:
COMT
Uniprot ID:
P21964
Molecular weight:
30036.77
Reactions
2-(2,3-dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olate → 3-hydroxy-2-(3-hydroxy-2,4-dimethoxyphenyl)-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olatedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
2-(2,3-dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olate → 2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-4-methoxyphenyl}-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olatedetails
2-(2,3-dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olate → 6-{7-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-2-yl}-2-hydroxy-3-methoxybenzen-1-olatedetails
2-(2,3-dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olate → 2-{3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxy-4-methoxyphenyl}-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olatedetails
General function:
sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:
SULT1A3
Uniprot ID:
P0DMM9
Molecular weight:
34195.96
Reactions
2-(2,3-dihydroxy-4-methoxyphenyl)-3-hydroxy-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olate → 3-hydroxy-2-[2-hydroxy-4-methoxy-3-(sulfooxy)phenyl]-5-sulfino-3,4-dihydro-2H-1-benzopyran-7-olatedetails